502185-83-3Relevant academic research and scientific papers
Semi-orthogonality of O-pentenyl and S-ethyl glycosides: Application for the oligosaccharide synthesis
Demchenko, Alexei V.,De Meo, Cristina
, p. 8819 - 8822 (2002)
Novel semi-orthogonal glycosylation strategy with the use of O-pentenyl and thioglycosides has been developed. According to this technique both armed and disarmed thioglycosides can be selectively activated with MeOTf in the presence of either armed or disarmed O-pentenyl glycosides. The applicability of this novel strategy for the synthesis of a trans-cis glycosylation pattern, not accessible via conventional armed-disarmed approach, has been demonstrated for the synthesis of a linear tetrasaccharide derivative.
On orthogonal and selective activation of glycosyl thioimidates and thioglycosides: Application to oligosaccharide assembly
Kaeothip, Sophon,Demchenko, Alexei V.
scheme or table, p. 7388 - 7398 (2011/11/11)
Discrimination among S-thiazolinyl (STaz), S-benzoxazolyl (SBox), and S-ethyl anomeric leaving groups was achieved by fine-tuning activation conditions. Preferential glycosidation of a certain leaving group is determined neither by the strength of the act
